Synthesis of a phostone glycomimetic of the endothelin converting enzyme inhibitor phosphoramidon

Authors
Hanessian, S Rogel, O
Citation
S. Hanessian et O. Rogel, Synthesis of a phostone glycomimetic of the endothelin converting enzyme inhibitor phosphoramidon, BIOORG MED, 9(16), 1999, pp. 2441-2446
Citations number
35
Categorie Soggetti
Chemistry & Analysis
Journal title
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
ISSN journal
0960894X → ACNP
Volume
9
Issue
16
Year of publication
1999
Pages
2441 - 2446
Database
ISI
SICI code
0960-894X(19990816)9:16<2441:SOAPGO>2.0.ZU;2-T
Abstract
The phostone analog of phosphoramidon, an inhibitor of endothelin convertin g enzyme, was synthesized from L-rhamnose. Coupling of the cyclic phosphoni c acid with the dipeptide H-Leu-Trp-OMe gave, after deprotection and purifi cation by reverse-phase HPLC, the desired phostone which exhibited an IC50 of 5.05 +/- 2.7 mu M. (C) 1999 Elsevier Science Ltd. All rights reserved.